title: Chemical sensing of polyols with shapeshifting boronic acids as a self-contained sensor array.
abstract: Boronic acid-substituted shapeshifting bullvalenes bearing a (13)C label are employed as sensor arrays for polyhydroxylated compounds, such as carbohydrates, flavanols, and sialic acids. The dynamic nature of the bullvalene core allows for covalent binding to a wide variety of analytes, allowing for specific analyte detection by a single NMR measurement. The resulting (13)C NMR patterns permit an inference to the identity of a particular analyte bound. Conversion of the (13)C NMR to an easy-to-read barcode provides a convenient method to catalog polyol analytes. The synthesis and study of a structurally related static sensor, which is not suitable for analyte recognition, underscores the advantages of the shapeshifting nature of the sensor.
authors.affiliation: Department of Chemistry and Applied Biosciences, Laboratorium für Organische Chemie, ETH Zürich, Wolfgang Pauli Strasse 10, 8093 Zürich, Switzerland.
authors.forename: Johannes F
authors.initials: JF
authors.lastname: Teichert
authors.forename: Dmitry
authors.initials: D
authors.lastname: Mazunin
authors.forename: Jeffrey W
authors.initials: JW
authors.lastname: Bode
mesh_terms: D001897:Boronic Acids / Q000737:chemistry*; D002623:Chemistry Techniques, Analytical / Q000295:instrumentation*; D009682:Magnetic Resonance Spectroscopy; D011108:Polymers / Q000032:analysis* / Q000737:chemistry*
chemical_list: D001897:Boronic Acids; D011108:Polymers; C024617:polyol